1. Hawaii
Hawaii outperforms its competitors by scoring dismally in all categories The Cheat Sheet analyzed. While many retirees flock to the state to enjoy sublime weather year-round, sticker shock takes hold almost immediately thereafter. Not only has our research uncovered a history of debt (about $4,667 in credit card balances on average), but expensive utilities, groceries, and cost of living will drain your savings. Without that Social Security check, retirees could find themselves kicking it with the beach bums sooner rather than later.